Solid phase and combinatorial synthesis of compounds on a solid support

Claim 1

An array comprising a plurality of benzodiazapines at selected, known positions on a substrate wherein each of said benzodiazapines is substantially pure within each of said selected locations and has a composition different than selected other benzodiazapines on said substrate.

Claim 4

A method of synthesizing benzodiazapines and analogs thereof on a solid substrate, comprising the steps of: (a) coupling a first compound selected from the group consisting of an unsaturated carbocyclic compound, a unsaturated heterocyclic compound or a carbocyclic compound, to a substrate, said first compound including a first substituent selected from the group consisting of acyl halide or organometallic, and a second substituent selected from the group consisting of amino, protected amino, nitro, halogen, hydroxyl, azide, --OSO 2 R, --OR, --SR, hydrogen, alkyl, aryl, heteroaryl, substituted alkyl, substituted aryl, substituted heteroaryl and --N═NAr where R is alkyl and Ar is aromatic; (b) reacting said first compound with a second compound selected from the group consisting of an unsaturated carbocyclic compound, a unsaturated heterocyclic compound or a carbocyclic compound, under conditions effective to form a ketone, said second compound including a first substituent selected from the group consisting of acyl halide or organometallic, and a second substituent selected from the group consisting of amino, substituted amino, nitro, halogen, hydroxyl, azide, --OSO 2 R, OR, --SR, hydrogen, alkyl, aryl heteroaryl, substituted alkyl, substituted aryl or substituted heteroaryl and --N═NAr where R is alkyl and Ar is aromatic; provided that if said first compound includes an acyl halide substituent, then said first substituent of said second compound is organometallic and vice versa, and further provided that one of said second substituents of either of said compounds must be selected from the group consisting of amino, substituted amino, nitro, halogen, hydroxyl, azide,--OSO 2 R, --OR, --SR, and --N═NAr where R is alkyl and Ar is aromatic and be located adjacent said first substituent; (c) forming a free amine; (d) coupling an amino acid derivative to said free amine to form an amide; and (e) cyclizing said amide to form support-bound benzodiazapines or benzodiazapine analogs.

Claim 5

A method of synthesizing benzodiazapines and analogs thereof on a solid substrate, comprising the steps of: (a) coupling a first compound selected from the group consisting of an unsaturated carbocyclic compound, a unsaturated heterocyclic compound or a carbocyclic compound, to a substrate, said first compound including a first substituent selected from the group consisting of acyl halide or organometallic, and a second substituent selected from the group consisting of amino, protected amino, nitro, halogen, hydroxyl, azide, --OSO 2 R, --OR, --SR, hydrogen, alkyl, aryl, heteroaryl, substituted alkyl, substituted aryl, substituted heteroaryl and --N═NAr where R is alkyl and Ar is aromatic; (b) reacting said first compound with a second compound selected from the group consisting of an unsaturated carbocyclic compound, a unsaturated heterocyclic compound or a carbocyclic compound, under conditions effective to form a ketone, said second compound including a first substituent selected from the group consisting of acyl halide or organometallic, and a second substituent selected from the group consisting of amino, substituted amino, nitro, halogen, hydroxyl, azide, --OSO 2 R, OR, --SR, hydrogen, alkyl, aryl heteroaryl, substituted alkyl, substituted aryl or substituted heteroaryl and --N═NAr where R is alkyl and Ar is aromatic; provided that if said first compound includes an acyl halide substituent, then said first substituent of said second compound is organometallic and vice versa, and further provided that one of said second substituents of either of said compounds must be selected from the group consisting of amino, substituted amino, nitro, halogen, hydroxyl, azide,--OSO 2 R, --OR, --SR, and --N═NAr where R is alkyl and Ar is aromatic and be located adjacent said first substituent; (c) forming a free amine; (d) coupling an amino acid derivative to said free amine to form an amide; and (e) cyclizing said amide to form support-bound benzodiazapines or benzodiazapine analogs.